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Synthesis 2007(2): 277-283  
DOI: 10.1055/s-2006-958944
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Bimetallic Iron-Chromium and Iron-Manganese Complexes with Conjugated Benzodithiophene-Based Spacers

Ming Lia, Nassima Riachea, Jean-Philippe Tranchiera, Françoise Rose-Munch*a, Eric Rose*a, Patrick Hersonb, Alberto Bossic, Clara Rigamontic, Emanuela Licandroc
a Université Pierre et Marie Curie Paris 6, Laboratoire de Chimie Organique (UMR 7611), Institut de Chimie Moléculaire (FR 2769), Case 181, 4 place Jussieu, 75252 Paris Cedex 05, France
Fax: +33(1)44275504; e-Mail: rose@ccr.jussieu.fr; e-Mail: rosemun@ccr.jussieu.fr;
b Université Pierre et Marie Curie Paris 6, Laboratoire de Chimie Inorganique et Matériaux Moléculaires (UMR 7071), Case 42, 4 place Jussieu, 75252 Paris Cedex 05, France
c Department of Organic and Industrial Chemistry, University of Milan, Via C. Golgi, Milan, 20133, Italy
Fax: +39(02)50314139; e-Mail: emanuela.licandro@unimi.it;
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Publication History

Received 22 June 2006
Publication Date:
14 December 2006 (online)

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Abstract

Palladium-catalyzed Sonogashira coupling reactions of an ethynylferrocene complex, [η6-phenylethynyl]tricarbonyl chromium and [η5(1-5)-1-ethynyl-4-methoxycyclohexa-2,4-dienyl]tricarbonyl manganese with a 2-iodobenzodithiophene derivative lead to the formation of mononuclear complexes. Similarly, condensation of the iodo derivative of one of these complexes with the [η6-phenylethynyl]tricarbonyl chromium and [η5(1-5)-1-ethynyl-4-methoxycyclohexa-2,4-dienyl]tricarbonyl manganese complexes affords bimetallic iron-chromium and iron-manganese complexes. Upon hydride abstraction, the manganese derivatives give the corresponding (η6-arene) cations. The structure of the neutral bimetallic iron-manganese complex has been investigated by X-ray diffraction study.

Key words

chromium - manganese - iron - cross-coupling - arene complexes

14

X-ray data for 14: Formula C38H31FeMnO5S2 (C34H21FeMnO4S2·C4H10O) red parallelepipedic crystals; FW = 742.57; T = 250 K; monoclinic; space group C2/c; a (Å) = 24.518 (4); b (Å) = 10.293 (2); c (Å) = 28.699 (6); α (°) = 90; β (°) = 105.62 (1); β (°) = 105.62 (1); γ (°) = 90; V (Å3) = 6975 (2); Z = 8; ρ (g cm3) = 1.41; µ ( MoKα)
(cm-1) = 9.40; diffractometer KAPPACCD-Enraf Nonius; radiation MoKα (λ = 0.71073 Å); jnb of unique data collected 7932; R = 0.0526; wR = 0.0520. The structure was solved by direct methods using SHELXS86 and refined using the full-matrix least-squares technique on F using CRYSTALS programs. Tables of atomic coordinates, anisotropic parameters, bond lengths and angles may be obtained free of charge from: The Director CCDC, 12 Union Road, Cambridge CB2 1 EZ, UK, on quoting the deposition number CCDC 611351, the names of the authors, and the journal citation [fax;+44 (1223)336033; email: deposit@ccdc.cam.ac.uk; web site: http://www.ccdc.cam.ac.uk].